Accession Number : ADA254446


Title :   Relationship of Three-Dimensional Structure of Muscarinic Antagonists to Antimuscarinic Activity: Structure of Thiodeacylaprophen Hydrochloride


Descriptive Note : Journal article


Corporate Author : WALTER REED ARMY INST OF RESEARCH WASHINGTON DC


Personal Author(s) : Karle, Jean M ; Karle, Isabella L ; Gordon, Richard K ; Chiang, Peter K


Full Text : https://apps.dtic.mil/dtic/tr/fulltext/u2/a254446.pdf


Report Date : Jan 1992


Pagination or Media Count : 7


Abstract : Thiodeacylaprophen crystallized as a tertiary amine hydrochloride salt. The S-C-C-N+ segment adopts a trans configuration as does one of the Cphenyl-C-S-C segments. A comparison of the structure of thiodeacylaprophen with the crystal structures of potent antimuscarinic agents suggests that the relatively weak antimuscarinic activity of thiodeacylaprophen compared to atropine and aprophen 0 may be substantially due to the short intramolecular S . .. N+ distance of 4.106(6) angstroms. Other contributing structural factors may include the direction of the N+-H bond and restricted accessibility of the sulfur atom for interatomic interactions.


Descriptors :   *CRYSTAL STRUCTURE , *MUSCARINE , REPRINTS , INTERACTIONS , PROTEINS , COMPARISON , STRUCTURES , CRYSTALS , ATOMS , X RAYS , THREE DIMENSIONAL , AMINES , AVAILABILITY , CONFIGURATIONS , SULFUR , SALTS , ATROPINE


Subject Categories : Organic Chemistry


Distribution Statement : APPROVED FOR PUBLIC RELEASE